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Fondest Sexual Experience

This occurred many years ago. I was a lowly intern at work and she was an established and highly regarded secretary, who was four years older than me. She was divorced and had a child .. suffice it to say, she was "an older woman." I considered her a work friend, although I was not blind to her womanly charms. About a year in, she invited me to a not-quite formal function. I had to wear a jacket and tie and she was going to wear a snazzy dress. Her child was being babysat elsewhere. I was in total friend mode when she called me into her bedroom to zip her dress up from the back. I zipped her up and we went out to the function. However, when we returned after the function she started to cry. She was crying because her attempt to seduce me ... failed. Of course, I made things right that night ... and slept over.

We had great sex for a few years, but I often think how naive I was ... when sex, something I was always looking for, fell into my lap without any effort on my part.
 
bookworm69 said:
This occurred many years ago. I was a lowly intern at work and she was an established and highly regarded secretary, who was four years older than me. She was divorced and had a child .. suffice it to say, she was "an older woman." I considered her a work friend, although I was not blind to her womanly charms. About a year in, she invited me to a not-quite formal function. I had to wear a jacket and tie and she was going to wear a snazzy dress. Her child was being babysat elsewhere. I was in total friend mode when she called me into her bedroom to zip her dress up from the back. I zipped her up and we went out to the function. However, when we returned after the function she started to cry. She was crying because her attempt to seduce me ... failed. Of course, I made things right that night ... and slept over.

We had great sex for a few years, but I often think how naive I was ... when sex, something I was always looking for, fell into my lap without any effort on my part.
Click to expand...
We all had to start somewhere .
 
I think I’ve written about it in the past. College girlfriend and I were moving together to Minneapolis, and had stopped in River Falls WI for the night. We hit the pool and hot tub after a long day of driving, she playing footsie with my dick in the hot tub under the bubbles. We get back to room an dry off, me with an amazing erection.

She loved to slip the condom onto me, so she does and we settle into a very passionate lovemaking session. I feel the inevitable orgasm starting to rise, and right at exact moment of my orgasm, she clenches her pc muscle, hard. The surprise of this took my breath away. She said my eyes about popped out of my head.

None of my other girlfriends had done that before.

She explained afterwards that driving up there, if she passed a car with an out of state plate, she’d squeeze herself a number of times. After that session it’d be a regular thing where when I’d slide inside her, she’d tell me not to move, let her do the work. If she’d be on top, it’d almost end that way.

I miss her
 
Pabiporffor said:
For me, it was just a simple thighjob. I was a virgin at the time, but I had done a couple of BJs, so I wasn't entirely naive. Fun as they were, they only lasted a few mins. The thighjob was the first time I'd been fully naked with a man in bed. He was more than a few years older but still attractive. I admit I was a little nervous, but knowing I wasn't going to be penetrated really helped me to relax.

Unlike the BJs where the guys were just interested in spray painting my tonsils, I was with a guy wanting to give me pleasure as much as have his own. It was unrushed with a ton of foreplay and as I grew more and more aroused any nerves I had slipped away.

The actual sex part was a mix of having him trapped between my thighs or with my legs apart and him simply gliding along the valley, I found the second far more pleasurable and not too different to when I'd rub myself although a lot more intense and intimate.

He finished with my legs pushed back, and squeezed together as he leaned over me. I felt him trembling, and things got kinda sticky. After a quick clean up, I experienced my first oral sex to orgasm which admittedly didn't take long. Apart from the orgasm what made it my fondest experience was it really boosted my sexual confidence and trust in men.
Click to expand...
Has this experience made you more attracted to older men?
 
friendlytongue38671 said:
I think I’ve written about it in the past. College girlfriend and I were moving together to Minneapolis, and had stopped in River Falls WI for the night. We hit the pool and hot tub after a long day of driving, she playing footsie with my dick in the hot tub under the bubbles. We get back to room an dry off, me with an amazing erection.

She loved to slip the condom onto me, so she does and we settle into a very passionate lovemaking session. I feel the inevitable orgasm starting to rise, and right at exact moment of my orgasm, she clenches her pc muscle, hard. The surprise of this took my breath away. She said my eyes about popped out of my head.

None of my other girlfriends had done that before.

She explained afterwards that driving up there, if she passed a car with an out of state plate, she’d squeeze herself a number of times. After that session it’d be a regular thing where when I’d slide inside her, she’d tell me not to move, let her do the work. If she’d be on top, it’d almost end that way.

I miss her
Click to expand...
That does sound like a great memory. I've only had one gf do that on purpose (some have coughed or even sneezed) while I was inside them, and I naturally have to ask - 'could you do that again... please?' lol
 
Unsere Hochzeitsnacht mit meinem Vater und wo der erste schwarze Schwanz in ihre Möse gesteckt wurde. Das sind tolle und prägente Erlebnisse gewesen
 
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